320 Overlook Road
Glastonbury, Connecticut 06033
- Beds
- 3
- Baths
- 2
- SqFt
- 2,474
- Acres
- 0.86
- Year Built
- 1959
- Neighborhood
- South Glastonbury
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 320 Overlook Rd a truly exceptional South Glastonbury residence, where refined design and meticulous attention to detail are evident throughout. Thoughtfully renovated and owned by an interior designer, this impeccably maintained home offers appoximately 3000 square feet of beautifully finished living space, including a 450-square-foot finished basement. The heart of the home is a stunning custom kitchen featuring exquisite beaded-inlay cabinetry and designer finishes. A dramatic double-sided gas fireplace adds warmth and elegance, while custom walls and architectural details create a sophisticated yet inviting atmosphere throughout. The spacious three-season porch is a standout feature, offering generous room for entertaining and relaxing while overlooking the beautifully landscaped grounds. Step outside to a gorgeous patio with pergola and dedicated seating area, surrounded by professionally designed gardens and gorgeous perennial plantings on nearly an acre of private, picturesque property. A large studio/office or potential fourth bedroom provides exceptional flexibility and includes its own private entrance-ideal for a home office, creative studio, guest suite, or multi-generational living. Every room reflects thoughtful design, quality craftsmanship, and impeccable taste. From the custom finishes to the professionally landscaped grounds, this is a truly special property.
Key Facts
- City/Town
- Glastonbury
- Neighborhood
- South Glastonbury
- Property / Style
- Single Family · Ranch
- Year Built
- 1959
- Days on Market
- 54 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,474 sq ft
- Lot Size
- 0.86 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $10,507 / Annually
Market Snapshot
The Glastonbury Market
Single Family · trailing 12 months
Active Listings
29
50 under contract
Median List Price
$624,900
29 active listings
Median Closed Price
$625,000
303 sales
Median Days on Market
25
29 active listings
Median $ / Sq Ft
$289
29 active listings
Sale-to-List Ratio
104.1%
303 sales
How this home compares
List Price
$799,000
vs $624,900 median
27.9% above median
Price / Sq Ft
$323
vs $289 median
11.8% above median
Days on Market
54 days
vs 25 days median
29 days longer than median
Based on 29 active and 303 closed sales (trailing 12 mo) of single family in Glastonbury. Source: SmartMLS · As of October 15, 2026.
Location
320 Overlook Road, Glastonbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$4,426
- Property Taxes$876
- Insurance$266
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Glastonbury
- Neighborhood
- South Glastonbury
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1959
- New Construction
- No/Resale
- Living Area
- 2,474 sq ft
- Below Grade
- 550 sq ft
Schools
- Elementary
- Buttonball Lane
- High
- Glastonbury
Interior
- Heating
- BaseboardHot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullPartially Finished
- In-Law Apartment
- PossibleSeparate Entry
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.86 acres
- Zoning
- AA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water In Street
- Sewer
- Septic
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-EnclosedPorchDeckFrench DoorsPatio
- Lot Description
- SecludedLightly WoodedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $10,507 / Annually
- Days on Market
- 54
- MLS #
- 24199837
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/15/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 10/15/2026 at 6:21 PM UTC.